Launch Your Next Chapter

With a Winning Sale

I craft bespoke selling strategies that maximize your home’s value and ease your transition. As your certified negotiation expert, I’ll guide you with clear insights and unwavering support, turning your sale into a generational opportunity.

Your Strategic

Selling Partner

Since 2016, I’ve championed quality over quantity, strategy over shortcuts, and genuine care over quick commissions. Having moved 15 times by age 18, I understand the emotional side of selling and pair that empathy with analytical market insights to craft bespoke strategies that maximize your home’s value. As your certified negotiation expert, I anticipate market shifts, protect your interests, and guide you with clear, data-driven advice—delivering a seamless, empowering experience from listing to closing.

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Full-service

Selling Experience

I will work tirelessly to ensure your property sells quickly and at the best possible price. I’m dedicated to providing exceptional service and support throughout the entire selling process, and I’ll be there for you every step of the way.

Trend Forecasting

I possess extensive expertise in real estate markets. I continually monitor trends, analyze data, and understand buyer behavior, ensuring your valuation reflects the latest market dynamics.

White-Glove Service

Your property receives individualized attention. I prioritize your goals, crafting strategies precisely tailored to your vision. Expect dedicated support throughout the valuation process, customized to your needs.

Innovative Marketing

I excel in presenting your property effectively. Utilizing modern marketing strategies, I highlight its strengths through professional visuals and targeted campaigns, maximizing its appeal to potential buyers.

My stats

Experience Matters

The Goodtimes best of award

Over

years of experience

Over

Million closed

Over

properties sold

The best

5 star reviews

I’m Here for

Your Selling Journey

Our team will work closely with you to develop a customized marketing plan that is designed to attract the right buyers and maximize the value of your property.

We use a variety of proven marketing strategies to ensure that your property receives maximum exposure to potential buyers. From online listings to social media advertising, we leverage the latest technologies to help you reach a wide audience and generate interest in your property.

Connect with your Wing Woman

Expertise in the

Local Market

Since 2016, I’ve cultivated unparalleled insight into Santa Cruz County and City—From West Side & Seabright, Pleasure Point & Aptos to Boulder Creek & Scotts Valley. As the 2025 Goodtimes Best Agent Silver awardee, I track hyper-local trends, anticipate market shifts, and leverage insider knowledge to position your home for maximum appeal and value. Trust me to navigate every neighborhood nuance and secure the best outcome for your sale.

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In the Words of my Clients

Success Stories

"Bailey Cotrona is awesome. We listed our house, which was in a 55 plus park which can have a very narrow intrest. And yet she had it sold in 21 days. Her attention to detail is great, putting together a crew that did everything from repairs, staging,…

"The process of selling a house can be so daunting! Bailey made the process so easy! She was with me every step of the way! General communication, appointments, inspections, document signing was all made convenient and mindless. We ended up selling t…

"Bailey, our realtor wing woman, was and is truly incredible! From start to finish, she was not only helpful and knowledgeable but also friendly, attentive, and genuinely invested in finding the perfect home for us. We had been searching for a house …

"Bailey is passionate about making a house a home, with her attention to detail and making every step of a sale clear"

"From start to finish Bailey gave us professional service with experienced advice during the sale of our home always with a friendly smile helping us with unchartered territory calming our nerves. Providing us with a team that handled all necessary pr…

"If I could give Bailey more than 5 stars I would. I would joke with my husband during the process of selling our home that Bailey deserves a 20 star review. Bailey knows the ins and outs of selling/buying a home and leads the process in a calm mann…

"Bailey Catrona is, hands down, the most qualified real estate agent you could ever hope for. She is a great listener for clients whether you are buying or selling. From a buyer’s perspective we found Bailey to be resourceful with an array of options …

"We are so fortunate to have worked with Bailey to purchase our first home. We came in not knowing anything about the home buying process, and Bailey was incredibly patient, knowledgable, and helpful. She explained everything in detail and was always …

"Bailey is amazing"

"Exceptional Service and Expertise! I recently had the pleasure of working with Bailey Cotrona with Real Estate Wing Woman to find my first home, and I cannot speak highly enough of the outstanding service and expertise provided throughout the entire…

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Ready to take

The next step?

Unsure if now’s the right time to buy or sell? Looking for a trusted advisor who blends analytical expertise with genuine care? I’m here to understand your goals and guide you toward your family’s next chapter. Reach out by phone, text, or email - I’d love to connect!

Let's Talk Your Goals

GET A TASTE OF BAILEY'S DIGITAL MARKETING ON INSTAGRAM

🧸START DECLUTTERING🧺⤵️ It’s time to honestly assess what deserves a spot in your new chapter—and what should stay behind in this one. As a realtor, I’ve seen it countless times—clients who wait until the last minute to sort through years of belongings, only to feel completely overwhelmed when it’s time to pack. Somet…

Work hard, play hard🖤

Just a little behind the scenes of your favorite realtor 🤷🏻‍♀️

I truly work tirelessly to achieve my clients goals and sometimes that means 12+ hours days… for 5+ days straight. So how do I de-stress? Concerts. Lots of concerts 🤣

Metallica has been at the top of my bucket list for YEARS so being able to see them across 2 nights with an amazing set list, alongside Pantera, Suicidal Tendencies, and Limp Bizkit was an absolute blast.

Now it’s back to the real estate 😌🏡✨

xoxo,
bailey

#santacruzrealtor #santacruzrealestate #metallicam72worldtour #metalfan

12 1 Work hard, play hard🖤 Just a little behind the scenes of your favorite realtor 🤷🏻‍♀️ I truly work tirelessly to achieve my clients goals and sometimes that means 12+ hours days… for 5+ days straight. So how do I de-stress? Concerts. Lots of concerts 🤣 Metallica has been at the top of my bucket list for YEARS so bein…

12 This is a home you’ve got to see! Imagine stepping out to your own private deck with morning, coffee and listening to the quacks of the resident ducks down below in the river. Or starting your day working from home with the warmth of the sunshine pouring in through the skylights. How about cozying up after a long…

2 Welcome to my new site! 🖥️ It’s not just another generic real estate website. Learn about living in different neighborhoods & how to prepare for a home sale, plan with my mortgage calculator, read previous sale case studies, as well as a bit about me ✨ I really did put off building this site for years. I knew it wa…

14 2 🧸START DECLUTTERING🧺⤵️ It’s time to honestly assess what deserves a spot in your new chapter—and what should stay behind in this one. As a realtor, I’ve seen it countless times—clients who wait until the last minute to sort through years of belongings, only to feel completely overwhelmed when it’s time to pack. Somet…

Home & fire insurance is probably the #1 question I get asked about from prospective buyers looking to move to Santa Cruz County! I’m here to say it certainly is not as scary as it may seem, but it is costly. There’s no doubt about that. Here’s some insight on what you can expect for this homeownership expense. Rea…

12 Dreaming of owning a home? Buyers, you actually have more opportunity now than at any point in the last few years to snag your dream home on your terms! Our market has officially shifted from “seller’s paradise” to balanced conditions - the biggest change we’ve seen in years. This isn’t a crash - it’s a rebalancin…

4 The cutest house for sale in the Santa Cruz Mountains. Did I mention it’s currently listed for under $600K? 🤭🦆✨ 548 River Rd, Boulder Creek 2 bedroom, 1 bathroom + bonus workshop space 2 story deck overlooking the San Lorenzo River & a family of ducks living along the property’s edge Listed by yours truly! What’s no…